AR070343A1 - PIRIDINIL AMIDAS, A PROCEDURE FOR THE TREATMENT OF SCHIZOPHRENIA IN A MAMMER AND A PHARMACEUTICAL COMPOSITION - Google Patents
PIRIDINIL AMIDAS, A PROCEDURE FOR THE TREATMENT OF SCHIZOPHRENIA IN A MAMMER AND A PHARMACEUTICAL COMPOSITIONInfo
- Publication number
- AR070343A1 AR070343A1 ARP090100405A ARP090100405A AR070343A1 AR 070343 A1 AR070343 A1 AR 070343A1 AR P090100405 A ARP090100405 A AR P090100405A AR P090100405 A ARP090100405 A AR P090100405A AR 070343 A1 AR070343 A1 AR 070343A1
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- Prior art keywords
- alkyl
- cycloalkyl
- hydrogen
- heteroaryl
- aryl
- Prior art date
Links
- 201000000980 schizophrenia Diseases 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 16
- 239000001257 hydrogen Substances 0.000 abstract 16
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 abstract 14
- 150000002431 hydrogen Chemical class 0.000 abstract 13
- 125000001072 heteroaryl group Chemical group 0.000 abstract 12
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 11
- 125000005843 halogen group Chemical group 0.000 abstract 10
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 8
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 8
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 7
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 7
- 125000001424 substituent group Chemical group 0.000 abstract 7
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 7
- 125000000592 heterocycloalkyl group Chemical group 0.000 abstract 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- -1 amino- Chemical class 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 229910052757 nitrogen Chemical group 0.000 abstract 3
- 125000002837 carbocyclic group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- 101001043818 Mus musculus Interleukin-31 receptor subunit alpha Proteins 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 210000003169 central nervous system Anatomy 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000004366 heterocycloalkenyl group Chemical group 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11C—STATIC STORES
- G11C13/00—Digital stores characterised by the use of storage elements not covered by groups G11C11/00, G11C23/00, or G11C25/00
- G11C13/0002—Digital stores characterised by the use of storage elements not covered by groups G11C11/00, G11C23/00, or G11C25/00 using resistive RAM [RRAM] elements
- G11C13/0004—Digital stores characterised by the use of storage elements not covered by groups G11C11/00, G11C23/00, or G11C25/00 using resistive RAM [RRAM] elements comprising amorphous/crystalline phase transition cells
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11C—STATIC STORES
- G11C13/00—Digital stores characterised by the use of storage elements not covered by groups G11C11/00, G11C23/00, or G11C25/00
- G11C13/0002—Digital stores characterised by the use of storage elements not covered by groups G11C11/00, G11C23/00, or G11C25/00 using resistive RAM [RRAM] elements
- G11C13/0021—Auxiliary circuits
- G11C13/0023—Address circuits or decoders
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11C—STATIC STORES
- G11C13/00—Digital stores characterised by the use of storage elements not covered by groups G11C11/00, G11C23/00, or G11C25/00
- G11C13/0002—Digital stores characterised by the use of storage elements not covered by groups G11C11/00, G11C23/00, or G11C25/00 using resistive RAM [RRAM] elements
- G11C13/0021—Auxiliary circuits
- G11C13/003—Cell access
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L27/00—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate
- H01L27/02—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate including semiconductor components specially adapted for rectifying, oscillating, amplifying or switching and having potential barriers; including integrated passive circuit elements having potential barriers
- H01L27/04—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate including semiconductor components specially adapted for rectifying, oscillating, amplifying or switching and having potential barriers; including integrated passive circuit elements having potential barriers the substrate being a semiconductor body
- H01L27/10—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate including semiconductor components specially adapted for rectifying, oscillating, amplifying or switching and having potential barriers; including integrated passive circuit elements having potential barriers the substrate being a semiconductor body including a plurality of individual components in a repetitive configuration
- H01L27/102—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate including semiconductor components specially adapted for rectifying, oscillating, amplifying or switching and having potential barriers; including integrated passive circuit elements having potential barriers the substrate being a semiconductor body including a plurality of individual components in a repetitive configuration including bipolar components
- H01L27/1021—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate including semiconductor components specially adapted for rectifying, oscillating, amplifying or switching and having potential barriers; including integrated passive circuit elements having potential barriers the substrate being a semiconductor body including a plurality of individual components in a repetitive configuration including bipolar components including diodes only
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11C—STATIC STORES
- G11C2213/00—Indexing scheme relating to G11C13/00 for features not covered by this group
- G11C2213/70—Resistive array aspects
- G11C2213/72—Array wherein the access device being a diode
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11C—STATIC STORES
- G11C2213/00—Indexing scheme relating to G11C13/00 for features not covered by this group
- G11C2213/70—Resistive array aspects
- G11C2213/74—Array wherein each memory cell has more than one access device
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11C—STATIC STORES
- G11C2213/00—Indexing scheme relating to G11C13/00 for features not covered by this group
- G11C2213/70—Resistive array aspects
- G11C2213/78—Array wherein the memory cells of a group share an access device, all the memory cells of the group having a common electrode and the access device being not part of a word line or a bit line driver
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11C—STATIC STORES
- G11C2213/00—Indexing scheme relating to G11C13/00 for features not covered by this group
- G11C2213/70—Resistive array aspects
- G11C2213/79—Array wherein the access device being a transistor
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11C—STATIC STORES
- G11C5/00—Details of stores covered by group G11C11/00
- G11C5/02—Disposition of storage elements, e.g. in the form of a matrix array
- G11C5/025—Geometric lay-out considerations of storage- and peripheral-blocks in a semiconductor storage device
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- G—PHYSICS
- G11—INFORMATION STORAGE
- G11C—STATIC STORES
- G11C5/00—Details of stores covered by group G11C11/00
- G11C5/06—Arrangements for interconnecting storage elements electrically, e.g. by wiring
- G11C5/063—Voltage and signal distribution in integrated semi-conductor memory access lines, e.g. word-line, bit-line, cross-over resistance, propagation delay
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- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Power Engineering (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurology (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Neurosurgery (AREA)
- Veterinary Medicine (AREA)
- Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Computer Hardware Design (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
Estos compuestos son utiles en el tratamiento de enfermedades del sistema nervioso central tales como esquizofrenia. Reivindicacion 1: Un compuesto de formula (1) o una sal farmacéuticamente aceptable del mismo, en la que, L es >C=O, o -SO2-; Y es >C(R7) y la línea discontinua está ausente; o Y es carbono y la discontinua es un doble enlace; o Y es >N- y la línea discontinua está ausente; Z es un enlace, -(C(R2)2)-, -O-, >C=O o -S(O)t-; donde t es un numero entero seleccionado entre 0, 1 o 2; R1 se selecciona entre el grupo compuesto por hidrogeno, -CF3, alquil C1-6-, alquenil C2-6- y alquinil C2-6-; donde cada uno de los mencionados anteriormente alquil C1-6-, alquenil C2-6- y alquinil C2-6- puede estar opcionalmente sustituido con uno, dos o tres sustituyentes seleccionados independientemente entre hidrogeno, halo, -CF3, -OCF3, hidroxilo, amino, alquilamino C1-6-, di(alquil C1-6)amino-, alquil C1-6-, alcoxi C1-6-, cicloalquil C3-10-, heterocicloalquil C1-9-, aril C6-10- y heteroaril C1-9-; cada R2 se selecciona independientemente entre los radicales compuestos por hidrogeno, halo, -CF3, -CN, -NO2, -(C=O)R8, -(C=O)OR9, -O(C=O)R8, -OR9, -NR10R10, -SR11, -(S=O)R11, -SO2R11, alquil C1-6-, alquenil C2-6-, alquinil C2-6-, cicloalquil C3-10-, cicloalquenil C5-10-, bicicloalquil C6-10-, heterocicloalquil C1-9-, aril C6-10- y heteroaril C1-9-; donde cada uno de los radicales mencionados anteriormente puede estar opcionalmente sustituido con uno, dos o tres sustituyentes seleccionados independientemente entre hidrogeno, halo, -CF3, -OCF3 hidroxilo, amino, alquilamino C1-6-, di(alquil C1-6)amino-, alquil C1-6-, alcoxi C1-6, cicloalquil C3-10-, heterocicloalquil C1-9-, aril C6-10- y heteroaril C1-9-; u opcionalmente R1 y uno de dichos R2 pueden tomarse opcionalmente junto con el carbono o nitrogeno al que están unidos para formar un anillo heterocíclico de 3 a 10 miembros opcionalmente sustituido que contiene opcionalmente uno o dos dobles o triples enlaces y que contiene opcionalmente uno o dos heteroátomos adicionales seleccionados entre N, S y O; u opcionalmente dos de dichos R2 pueden tomarse opcionalmente junto con el carbono al que están unidos para formar un anillo carbocíclico de 3 a 10 miembros opcionalmente sustituido que contiene opcionalmente uno o dos dobles o triples enlaces; y donde dicho anillo carbocíclico de 3 a 10 miembros puede contener opcionalmente 1, 2 o 3 heteroátomos seleccionados independientemente entre N, S y O; R3 se selecciona entre los radicales compuestos por hidrogeno, -CF3, -SOR11, alquil C1-6-, alquenil C2-6-, alquinil C2-6-, cicloalquil C3-10-, cicloalquenil C5-10-, bicicloalquil C6-10-, bicicloalquenil C6-10-, heterocicloalquil C1-9-, heterocicloalquenil C2-9-, heterobicicloalquil C2-9-, heterobicicloalquenil C2-9-, aril C6-10- y heteroaril C1-9-; donde cada uno de los radicales mencionados anteriormente puede estar opcionalmente sustituido con uno, dos o tres sustituyentes seleccionados independientemente entre hidrogeno, halo, -CF3, -OCF3, hidroxilo, amino, alquilamino C1-6-, di(alquil C1-6)amino-, alquil C1-6-, alcoxi C1-6-, cicloalquil C3-10-, heterocicloalquil C1-9-, aril C6-10- y -heteroaril C1-9-; cada R4, R5 y R6 se selecciona independientemente entre los radicales compuestos por hidrogeno, halo, -CF3, -CN, -NO2, -(C=O)R8, -(C=O)OR9, -O(C=O)R8, -OCF3, -OR9, -NR10R10, -(NR10)(C=O)R8, -SR11, -(S=O)R11, -SO2R11, alquil C1-6-, alquenil C2-6-, alquinil C2-6-, cicloalquil C3-10-, cicloalquenil C5-10-, bicicloalquil C6-10-, bicicloalquenil C6-10-, heterocicloalquil C1-9-, heterocicloalquenil C2-9-, heterobicicloalquil C2-9-, heterobicicloalquenil C2-9-, aril C6-10- y heteroaril C1-9-; donde cada uno de los radicales mencionados anteriormente puede estar opcionalmente sustituido con uno, dos o tres sustituyentes seleccionados independientemente entre hidrogeno, halo, -CF3, -OCF3, hidroxilo, amino, alquilamino C1-6-, di(alquil C1-6)amino-, alquil C1-6-, alcoxi C1-6-, cicloalquil C3-10-, heterocicloalquil C1-9-, aril C6-10- y heteroaril C1-9-; R7 es hidrogeno, halo, -OR9 o alquil C1-6-; cada R8 se selecciona independientemente entre los radicales compuestos por hidrogeno, alquil C1-6-, alquenil C2-6-, alquinil C2-6-, cicloalquil C3-10-, heterocicloalquil C1-9-, aril C6-10- y heteroaril C1-9-; donde cada uno de los radicales mencionados anteriormente puede estar opcionalmente sustituido con uno, dos o tres sustituyentes seleccionados independientemente entre el grupo compuesto por hidrogeno, halo, -CF3, -OCF3, hidroxilo, amino, alquilamino C1-6, di(alquil C1-6)amino-, alquil C1-6-, alcoxi C1-6-, cicloalquil C3-10-, aril C6-10- y heteroaril C1-9-; cada R9 se selecciona independientemente entre los radicales compuestos por hidrogeno, alquil C1-6-, alquenil C2-6-, alquinil C2-6-, cicloalquil C3-10-, heterocicloalquil C1-9-, aril C6-10- y heteroaril C1-9- donde cada uno de los radicales mencionados anteriormente puede estar opcionalmente sustituido con uno, dos o tres sustituyentes seleccionados independientemente entre hidrogeno, halo, -CF3, -OCF3, hidroxilo, amino, alquilamino C1-6-, di(alquil C1-6)amino-, alquil C1-6-, alcoxi C1-6-, cicloalquil C3-10-, aril C6-10- y heteroaril C1-9-; cada R10 se selecciona independientemente entre los radicales compuestos por hidrogeno, -SO2-alquilo C1-6, alquil C1-6-, alquenil C2-6-, alquinil C2-6-, cicloalquil C3-10-, aril C6-10- y heteroaril C1-9-; donde cada uno de los radicales mencionados anteriormente puede estar opcionalmente sustituido con uno, dos o tres sustituyentes seleccionados independientemente entre hidrogeno, halo, -CF3, -OCF3, hidroxilo, alquil C1-6-, alcoxi C1-6-, cicloalquil C3-10-, cicloalquenil C5-10, aril C6-10- y heteroaril C1-9-; cada R11 se selecciona independientemente entre el grupo compuesto por hidrogeno, amino, alquilamino C1-6-, di(alquil C1-6)amino-, -CF3, alquil C1-6-, cicloalquil C3-10-, heterocicloalquil C1-9-, aril C6-10- y heteroaril C1-9-; n es un numero entero seleccionado entre uno, dos o tres; m es un numero entero seleccionado entre cero, uno, dos, tres o cuatro; p es un numero entero seleccionado entre cero, uno, dos, tres o cuatro; y q es un numero entero seleccionado entre cero, uno, dos, tres o cuatro.These compounds are useful in the treatment of diseases of the central nervous system such as schizophrenia. Claim 1: A compound of formula (1) or a pharmaceutically acceptable salt thereof, wherein, L is> C = O, or -SO2-; Y is> C (R7) and the dashed line is absent; or Y is carbon and the discontinuous is a double bond; or Y is> N- and the dashed line is absent; Z is a bond, - (C (R2) 2) -, -O-,> C = O or -S (O) t-; where t is an integer selected from 0, 1 or 2; R 1 is selected from the group consisting of hydrogen, -CF 3, C 1-6 alkyl, C 2-6 alkenyl and C 2-6 alkynyl; where each of the aforementioned C1-6 alkyl, C2-6 alkenyl and C2-6 alkynyl may optionally be substituted with one, two or three substituents independently selected from hydrogen, halo, -CF3, -OCF3, hydroxyl, amino, C1-6 alkylamino, di (C1-6 alkyl) amino-, C1-6 alkyl, C1-6 alkoxy, C3-10- cycloalkyl, C1-9 heterocycloalkyl, C6-10- aryl, and C1 heteroaryl -9-; each R2 is independently selected from the radicals composed of hydrogen, halo, -CF3, -CN, -NO2, - (C = O) R8, - (C = O) OR9, -O (C = O) R8, -OR9 , -NR10R10, -SR11, - (S = O) R11, -SO2R11, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-10- cycloalkyl, C5-10 cycloalkenyl, C6 cycloalkyl -10-, C1-9 heterocycloalkyl-, C6-10- aryl and C1-9 heteroaryl; where each of the radicals mentioned above may be optionally substituted with one, two or three substituents independently selected from hydrogen, halo, -CF3, -OCF3 hydroxyl, amino, C1-6 alkylamino-, di (C1-6 alkyl) amino- , C1-6- alkyl, C1-6 alkoxy, C3-10- cycloalkyl, C1-9 heterocycloalkyl, C6-10- aryl and C1-9- heteroaryl; or optionally R1 and one of said R2 may optionally be taken together with the carbon or nitrogen to which they are attached to form an optionally substituted 3 to 10 membered heterocyclic ring that optionally contains one or two double or triple bonds and optionally contains one or two additional heteroatoms selected from N, S and O; or optionally two of said R2 may optionally be taken together with the carbon to which they are attached to form an optionally substituted 3 to 10-membered carbocyclic ring that optionally contains one or two double or triple bonds; and wherein said 3 to 10 membered carbocyclic ring may optionally contain 1, 2 or 3 heteroatoms independently selected from N, S and O; R3 is selected from the radicals consisting of hydrogen, -CF3, -SOR11, C1-6- alkyl, C2-6- alkenyl, C2-6- alkynyl, C3-10- cycloalkyl, C5-10- cycloalkenyl, C6-10 alkylcyclo -, C6-10- bicycloalkenyl, C1-9 heterocycloalkyl, C2-9- heterocycloalkenyl, C2-9- heterobicycloalkyl, C2-9- heterobicycloalkenyl, C6-10- aryl and C1-9 heteroaryl; where each of the radicals mentioned above may be optionally substituted with one, two or three substituents independently selected from hydrogen, halo, -CF3, -OCF3, hydroxyl, amino, C1-6 alkylamino-, di (C1-6 alkyl) amino -, C 1-6 alkyl, C 1-6 alkoxy, C 3-10 cycloalkyl, C 1-10 heterocycloalkyl, C 6-10 aryl, and C 1-9 heteroaryl; each R4, R5 and R6 is independently selected from the radicals composed of hydrogen, halo, -CF3, -CN, -NO2, - (C = O) R8, - (C = O) OR9, -O (C = O) R8, -OCF3, -OR9, -NR10R10, - (NR10) (C = O) R8, -SR11, - (S = O) R11, -SO2R11, C1-6- alkyl, C2-6 alkenyl, C2 alkynyl -6-, C3-10- cycloalkyl, C5-10- cycloalkenyl, C6-10- cycloalkyl, C6-10- cycloalkenyl, C1-9 heterocycloalkenyl, C2-9- heterocycloalkenyl, C2-9 heterobicycloalkyl, C2-9 heterobicycloalkenyl -, C6-10- aryl and C1-9 heteroaryl; where each of the radicals mentioned above may be optionally substituted with one, two or three substituents independently selected from hydrogen, halo, -CF3, -OCF3, hydroxyl, amino, C1-6 alkylamino-, di (C1-6 alkyl) amino -, C 1-6 alkyl, C 1-6 alkoxy, C 3-10 cycloalkyl, C 1-10 heterocycloalkyl, C 6-10 aryl and C 1-9 heteroaryl; R7 is hydrogen, halo, -OR9 or C1-6 alkyl; each R8 is independently selected from the radicals consisting of hydrogen, C1-6- alkyl, C2-6- alkenyl, C2-6- alkynyl, C3-10- cycloalkyl, C1-9- heterocycloalkyl, C6-10- aryl, and C1 heteroaryl -9-; where each of the radicals mentioned above may be optionally substituted with one, two or three substituents independently selected from the group consisting of hydrogen, halo, -CF3, -OCF3, hydroxyl, amino, C1-6 alkylamino, di (C1-alkyl) 6) amino-, C 1-6 alkyl, C 1-6 alkoxy, C 3-10 cycloalkyl, C 6-10 aryl and C 1-9 heteroaryl; each R9 is independently selected from the radicals consisting of hydrogen, C1-6- alkyl, C2-6- alkenyl, C2-6- alkynyl, C3-10- cycloalkyl, C1-9- heterocycloalkyl, C6-10- aryl and C1 heteroaryl -9- where each of the above-mentioned radicals may be optionally substituted with one, two or three substituents independently selected from hydrogen, halo, -CF3, -OCF3, hydroxyl, amino, C1-6 alkylamino-, di (C1-alkyl) 6) amino-, C 1-6 alkyl, C 1-6 alkoxy, C 3-10 cycloalkyl, C 6-10 aryl and C 1-9 heteroaryl; each R10 is independently selected from the radicals consisting of hydrogen, -SO2-C1-6 alkyl, C1-6- alkyl, C2-6 alkenyl, C2-6- alkynyl, C3-10- cycloalkyl, C6-10- aryl C1-9 heteroaryl; where each of the radicals mentioned above may be optionally substituted with one, two or three substituents independently selected from hydrogen, halo, -CF3, -OCF3, hydroxyl, C1-6 alkyl-, C1-6 alkoxy, C3-10 cycloalkyl -, C5-10 cycloalkenyl, C6-10- aryl and C1-9 heteroaryl; each R11 is independently selected from the group consisting of hydrogen, amino, C1-6- alkylamino, di (C1-6 alkyl) amino-, -CF3, C1-6 alkyl-, C3-10- cycloalkyl, C1-9 heterocycloalkyl- , C6-10- aryl and C1-9- heteroaryl; n is an integer selected from one, two or three; m is an integer selected from zero, one, two, three or four; p is an integer selected from zero, one, two, three or four; and q is an integer selected from zero, one, two, three or four.
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UA103319C2 (en) | 2008-05-06 | 2013-10-10 | Глаксосмитклайн Ллк | Thiazole- and oxazole-benzene sulfonamide compounds |
CA2739916A1 (en) * | 2008-10-21 | 2010-04-29 | Merck Sharp & Dohme Corp. | 2,5-disubstituted piperidine orexin receptor antagonists |
AR076766A1 (en) | 2009-05-14 | 2011-07-06 | Japan Tobacco Inc | AZETIDINE COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND ITS USE IN THE TREATMENT OF AUTOIMMUNE DISEASES. |
UA107938C2 (en) * | 2009-08-12 | 2015-03-10 | Syngenta Participations Ag | Heterocycles with microbicidal properties |
JO3250B1 (en) | 2009-09-22 | 2018-09-16 | Novartis Ag | Use of nicotinic acetylcholine receptor alpha 7 activators |
WO2011058766A1 (en) * | 2009-11-16 | 2011-05-19 | Raqualia Pharma Inc. | Aryl carboxamide derivatives as ttx-s blockers |
KR20110123657A (en) * | 2010-05-07 | 2011-11-15 | 에스케이케미칼주식회사 | Picolinamide and pyrimidine-4-carboxamide compounds, process for preparing and pharmaceutical composition comprising the same |
EP2576539B1 (en) | 2010-05-27 | 2017-12-13 | Bayer CropScience AG | Pyridinyl carbonic acid derivatives as fungicides |
EP2632253B1 (en) * | 2010-10-29 | 2016-04-06 | Merck Sharp & Dohme Corp. | Process for the preparation of an orexin receptor antagonist |
SI2909192T1 (en) | 2012-10-16 | 2017-08-31 | Janssen Pharmaceutica Nv | Methylene linked quinolinyl modulators of ror-gamma-t |
KR20150070348A (en) | 2012-10-16 | 2015-06-24 | 얀센 파마슈티카 엔.브이. | Heteroaryl linked quinolinyl modulators of rorγt |
SG11201502935VA (en) | 2012-10-16 | 2015-09-29 | Janssen Pharmaceutica Nv | Phenyl linked quinolinyl modulators of ror-gamma-t |
EP3610890A1 (en) | 2012-11-14 | 2020-02-19 | The Johns Hopkins University | Methods and compositions for treating schizophrenia |
JP2016511761A (en) * | 2013-02-14 | 2016-04-21 | ガルデルマ・リサーチ・アンド・デヴェロップメント | Method for synthesizing 4-piperidin-4-yl-benzene-1,3-diol and salts thereof, and novel compound tert-butyl 4- (2,4-dihydroxy-phenyl) -4-hydroxy-piperidine-1-carboxylate |
JP2016509043A (en) * | 2013-02-21 | 2016-03-24 | セルビタ エス.エー. | Pyridine derivatives as 5-HT6 receptor antagonists |
WO2014176142A1 (en) * | 2013-04-23 | 2014-10-30 | Merck Sharp & Dohme Corp. | Hydroxy-substituted orexin receptor antagonists |
GB201314286D0 (en) | 2013-08-08 | 2013-09-25 | Takeda Pharmaceutical | Therapeutic Compounds |
BR112016008258A2 (en) | 2013-10-15 | 2017-10-10 | Janssen Pharmaceutica Nv | quinolinyl ror? t modulators |
US9328095B2 (en) | 2013-10-15 | 2016-05-03 | Janssen Pharmaceutica Nv | Heteroaryl linked quinolinyl modulators of RORgammat |
US9284308B2 (en) | 2013-10-15 | 2016-03-15 | Janssen Pharmaceutica Nv | Methylene linked quinolinyl modulators of RORγt |
US9221804B2 (en) | 2013-10-15 | 2015-12-29 | Janssen Pharmaceutica Nv | Secondary alcohol quinolinyl modulators of RORγt |
US10555941B2 (en) | 2013-10-15 | 2020-02-11 | Janssen Pharmaceutica Nv | Alkyl linked quinolinyl modulators of RORγt |
US9346782B2 (en) | 2013-10-15 | 2016-05-24 | Janssen Pharmaceutica Nv | Alkyl linked quinolinyl modulators of RORγt |
US9403816B2 (en) | 2013-10-15 | 2016-08-02 | Janssen Pharmaceutica Nv | Phenyl linked quinolinyl modulators of RORγt |
TW201811766A (en) | 2016-08-29 | 2018-04-01 | 瑞士商諾華公司 | N-(pyridin-2-yl)pyridine-sulfonamide derivatives and their use in the treatment of disease |
CN109721530A (en) * | 2017-10-31 | 2019-05-07 | 成都博腾药业有限公司 | A method of preparing the fluoro- 2- pyridine sulfonyl chloride of 6- |
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JP2011511056A (en) | 2011-04-07 |
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